Patent GB-1016529-A (GB)
Title: Novel organotin compounds
IPC: C08G18/38
Filed: 1964-04-24
Abstract: The invention comprises monomeric or polymeric organotin compounds which are the product of the reaction between an organic polyisocyanate and a compound RaSnX4-a, wherein a is 1, 2 or 3, R is an alkyl, aryl, alkenyl, cycloalkyl or aralkyl radical and X is a group containing at least one Zerewitinoff active hydrogen atom and bound to the tin atom through a sulphur or oxygen atom.  The group X is preferably that represented by the formula YR1Zc, wherein Y is a divalent residue such as -O-, -S- or -COO- linking a hydrocarbon residue R1, substituted by C groups Z containing the active hydrogen atom, to the tin atom.  Z may be an amine, hydroxyl, mercaptan or hydroxyl group.  Preferably all Z groups are the same and are attached to different carbon atoms of R1.  Numerous examples of X are listed, and compounds prepared from dibutyltin bis-hydroxyacetate, dibutyltin bis-hydroxy-ethylmercaptide, di-n-octyltin bis-hydroxyacetate, diphenyltin bis-hydroxyethylmercaptide and triphenyltin dimethylol propionate are claimed.  When c is one and a is three, the organotin compound contains only one active hydrogen atom and the product is a monomer.  When c is greater than one, typically 2, or when a is less than 3, or both the product is a polymer. The compound RaSnX4-a may be prepared by the reaction of e.g. an organotin oxide, hydroxide or halide with a compound MX, wherein M is metal, ammonium or hydrogen, at e.g. 60-120 DEG  C. in the optional presence of an inert diluent and removing the inorganic by-product.  The product may be isolated or used without separation. Numerous precursors of RaSn4-a are listed. The organic polyisocyanate may be an alkylene di-isocyanate such as hexamethylene or decamethylene di-isocyanate, an arylene di-isocyanate such as phenylene, tolylene or naphthalene di-isocyanate, or a tri-isocyanate such as the product of reaction of 3 moles of an arylene di-isocyanate with one mole of hexanetriol or trimethylol propane. Sufficient polyisocyanate is supplied to react with all of the active hydrogen atoms, preferably up to ten mole per cent excess.  An inert diluent may be employed or a conventional polyurethane catalyst, or the reaction may be initiated by heating.ALSO:The invention comprises monomeric or polymeric organotin compounds which are the product of the reaction between an organic polyisocyanate and a compound RaSnX4-a, wherein a is 1, 2 or 3, R is an alkyl, aryl, alkenyl, cycloalkyl, alkaryl or aralkyl radical, and X is a group containing at least one Zerewitinoff active hydrogen atom and bound to the tin atom through a sulphur or oxygen atom.  The group X is preferably that represented by the formula YR1Zc, wherein Y is a divalent residue such as -O-, -S- or -OOC- linking a hydrocarbon residue R1, substituted by c groups Z containing the active hydrogen atom, to the tin atom.  Z may be an amine, hydroxyl, mercaptan or carboxyl group. Preferably all Z groups are the same, and are attached to different carbon atoms of R1.  Numerous examples of X are listed, and compounds prepared from dibutyltin bis-hydroxyacetate, dibutyltin bis-hydroxy-ethylmercaptide, di-n-octyltin bis-hydroxyacetate, diphenyltin bis-hydroxyethylmercaptide and triphenyltin dimethylol propionate are claimed. The compound RaSnX4-a may be prepared by the reaction of e.g. an organotin oxide, hydroxide or halide with a compound MX, wherein M is metal, ammonium or hydrogen at e.g. 60 DEG -120 DEG  C. in the optional presence of an inert diluent and removing the inorganic byproduct. The product may be isolated or used without separation.  Numerous precursors of RaSnX4-a are listed.  The organic polyisocyanate may be an alkylene di-isocyanate such as hexamethylene or decamethylene di-isocyanate, an arylene di-isocyanate such as phenylene, tolylene or naphthalene di-isocyanates, or a tri-isocyanate such as the products of reaction of three moles of an arylene di-isocyanate with one mole of hexanetriol or trimethylol propane, or mixtures thereof. Sufficient polyisocyanate is supplied to react with all of the reactive hydrogen atoms, and preferably up to ten mole per cent excess. An inert diluent may be employed, or a conventional polyurethane catalyst, or one reaction may be initiated by heating.  When c in the formula YR1Zc is 1 and a in RaSnX4-a is 3, the organotin compound contains only one active hydrogen atom and the product is a monomer. When c is greater than 1, typically 2, or when a is less than 3, or both, the product is a polymer.